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249 Clinton Rd Brookline — Photo 1 of 28

249 Clinton Rd Brookline — Photo 1 of 28

$2,650,000

Investment Analysis — 249 Clinton Rd

Brookline, MA 02445

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 5-bedroom in 02445 carries an estimated $5,240/mo in gross rent — about a 0.99% cap rate and $26,336/yr in estimated NOI at the $2,650,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

5

Baths

4

SqFt

2,986

Style

Single Family

Built

1926

Architectural character and modern convenience converge in this thoughtfully updated five bedroom, three full and two half bath Colonial with a two-car garage in Brookline’s beloved Fisher Hill neighborhood. Built in 1926, the house showcases beautifully restored woodwork with Arts and Crafts influences, yet it is wonderfully outfitted for twenty-first century living. The inviting main level living space features elegant built-ins and a clever concealed projector screen for effortless entertaining. The handsome formal dining room, which flows easily into both the kitchen and the first-floor family room, is equipped with an elegant modern chandelier and wainscoting. Outfitted with a Wolf range, a built-in office/homework station and a central island for easy gathering, the contemporary kitchen connects to an expansive deck. A charming sun room or family room and a compact half bath round out this level. The second floor offers three lovely bedrooms, an office, and two beautiful full baths both renovated to the studs in 2018. The primary bedroom is ensuite and features double closets. Wonderful details abound throughout this level, including a built-in bench and a vintage decorative fireplace with Delft tile in a second bedroom. On the third floor, there are two more welcoming bedrooms and a third full bath. The walkout level currently includes a finished gym or office with luxury vinyl plank flooring and recessed lighting, plus great storage, an older half bath, and a generous laundry room. The house is equipped with numerous infrastructure upgrades, including 200 amp electrical service and two zones of high-velocity HVAC. 23 new Marvin windows were installed in 2017. Just outside, the property offers a generous fenced yard and access to the two-car garage.This property is ideally situated in one of Brookline’s most convenient locations, with access to premier shopping and dining a stone’s throw away in Washington Square and Cleveland Circle. Both the C and D lines of the Green Line are close at hand. This location also provides excellent access to amenities in Coolidge Corner, Brookline Village, and downtown. Runkle School is a block away, and it is also convenient to various private schools and Brookline High School. Enjoy an easy commute to Longwood Medical area and downtown Boston.

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,986 sq ft principal dwelling). Lot size: 7,998 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

Open Houses

Property Details

Financials

Original Price$2,650,000
Annual Taxes$21,453

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms11
Fireplaces2
FlooringFlooring - Wood, Flooring - Vinyl, Flooring - Stone/Ceramic Tile
BasementFull, Partially Finished, Walk-Out Access, Radon Remediation System

Climate & Utilities

HeatingHot Water, Natural Gas
CoolingCentral Air, Other
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationBlock
ZoningS-7

Property & Lot

Acres0.18
SqFt Lot7,998
Lot Features--

Amenities & Appliances

Gas Water Heater • Range • Dishwasher • Disposal • Microwave • Refrigerator • Freezer • Washer • Dryer • Range Hood

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Bike Path

Geography

Floorplan Breakdown

Structural Layout

Third
Bedroom 4Bedroom 5Bathroom 3
Second
OfficePrimary BedroomBedroom 2Bedroom 3Bathroom 1Bathroom 2
Main,First
Living RoomDining RoomKitchenFamily Room
Living Room
Lvl Main,First

16.5 x 26.5

Closet/Cabinets - Custom Built, Flooring - Wood, Exterior Access, Recessed Lighting

Dining Room
Lvl Main,First

15.5 x 13

Flooring - Wood, Lighting - Pendant

Kitchen
Lvl Main,First

15.5 x 13

Closet/Cabinets - Custom Built, Flooring - Wood, Balcony / Deck, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Gas Stove, Lighting - Pendant

Office
Lvl Second

6.5 x 13

Flooring - Wood, Lighting - Overhead

Family Room
Lvl Main,First

8 x 16.5

Flooring - Wall to Wall Carpet

Primary Bedroom
Lvl Second

13 x 13

Bathroom - Full, Ceiling Fan(s), Closet/Cabinets - Custom Built, Flooring - Wood, Lighting - Overhead, Closet - Double

Bedroom 2
Lvl Second

13.5 x 13

Bedroom 3
Lvl Second

10 x 9.5

Closet, Flooring - Wood, Lighting - Overhead

Bedroom 4
Lvl Third

13.5 x 21.5

Closet, Flooring - Wood, Lighting - Sconce

Bedroom 5
Lvl Third

13 x 15.5

Closet, Flooring - Wood, Lighting - Sconce

Bathroom 1
Lvl Second

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled

Bathroom 2
Lvl Second

Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled

Bathroom 3
Lvl Third

Bathroom - Full, Bathroom - Tiled With Tub & Shower

Listing Provided By

Listing Agent: Elisabeth Preis

Listing Office: Compass

MLS® Number: 73577527